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Reaction of 4-methoxy-4-(1-methylethenyl)-2-cyclobutenone derivatives with 2-lithiopropene and alpha-lithiostyrene: synthesis of eight-membered ring carbocycles
Date
2000-09-02
Author
Zora, Metin
Yucel, B
Metadata
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2-Alkyl- or phenyl-substituted 4-methoxy-4-(1-methylethenyl)-2-cyclobutenones react with 2-lithiopropene or alpha-lithiostyrene to produce 4-methoxy-2,4-cyclooctadienones in moderate yield, accompanied by varying amounts of 4-methoxy-4-(1-methylethenyl)-2-cyclohexenones. The reaction is general for 2-alkyl substituted 4-methoxy-4-(1-methylethenyl)-2-cyclobutenones.
Subject Keywords
Cyclooctadienones
,
Cyclohexenones
,
Cyclobutenones
,
Eight-membered rings
,
Cycloadditions
URI
https://hdl.handle.net/11511/45895
Journal
TETRAHEDRON LETTERS
DOI
https://doi.org/10.1016/s0040-4039(00)01173-4
Collections
Department of Chemistry, Article
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Reaction of ferrocenylcarbene complexes of Cr, Mo and W with alkynes: Synthesis of ferrocenylcyclobutenones, ferrocenylfurans and ferrocenylketoesters
Zora, Metin (Elsevier BV, 2001-07-09)
Ferrocenylcarbene complexes of Cr, Mo and W react with alkynes to produce cyclobutenones, furans and/or ketoesters. The reaction is quite sensitive to the substituents of the alkyne, regardless of the identity of the metal. Cyclobutenones are formed only in the reactions of diphenylacetylene, a rare occurrence for metal carbene complexes. Ketoesters are secondary reaction products and result From oxidation of furan derivatives during the course of the reaction and/or silica-gel chromatography.
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Zora, Metin (American Chemical Society (ACS), 1993-01-01)
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M. Zora and B. Yucel, “Reaction of 4-methoxy-4-(1-methylethenyl)-2-cyclobutenone derivatives with 2-lithiopropene and alpha-lithiostyrene: synthesis of eight-membered ring carbocycles,”
TETRAHEDRON LETTERS
, pp. 7111–7114, 2000, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/45895.